Directions from Pittsburgh, Pennsylvania to Naperville, Illinois





UpTake Roadtrip Beta

We've selected a few points along the way for you to stop. We are trying to surface things you may not find elsewhere, but if we make some poor choices, please understand. Your feedback is appreciated.


Our Lady of Sorrows Basilica

Religion and Faith – Chicago, Illinois

I love the atmosphere and the look of the basilica, the healing mass is that what I was looking for in Chic... More on Yahoo! Travel

4.5
4 reviews
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4.5 out of 5
4 reviews
2 sources
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5.0
3+ reviews
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  • It was an awesome experience. More on Yahoo! Travel

  • I love the atmosphere and the look of the basilica, the healing mass is that what I was looking for in Chic... More on Yahoo! Travel

Alhambra Inn

Bars – Chicago, Illinois

Alhambra Inn is the type of place you start off your night. The drinks are cheap and strong but the crowd isn’t the type to get the party started. Grab ... More on clubzone

Aurora Historical Society

Museums – Aurora, Illinois

Local history research archives. Historic photos, books, documents and maps covering Aurora's history from the 1830s to the ... More on Enjoyaurora.com

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  • View mastodon bones, Native American artifacts and local industry items from Aurora's rich historical past. More on EnjoyIllinois.com

Bally's Vic Tanny - Toledo

Swimming – Holland, Ohio

Cold Stone Creamery

Ice Cream – Chicago, Illinois

Love their ice cream! You can mix it how u like it! Don't fill yourself on dinner before stopping by here! More on Yahoo! Travel

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  • Can your stomach take it?: Wonderful place to fullfill an Ice Cream craving(cake batter is da bomb!) get a sugar rush and wanna throw up all at the same time. IT ROCKS! It tastes even better while ... More on Yahoo! Travel

  • Indulge in ice-cream heaven: Cold Stone Creamery, now nationwide, serves up homemade ice cream and yogurt individually mixed on an ice cold granite stone in front of your eyes, with mix-ins of your... More on GoCityKids

Shoot for the Moon

Things To Do – Chicago, Illinois

This exciting new permanent exhibition features the fully restored Gemini 12 spacecraft and tells the story of astronaut Captain James A. ... More on EnjoyIllinois.com

Chicago Filmmakers

Things To Do – Chicago, Illinois

In business for 27 years, this media arts organization has become a Chicago institution. Its mission is to provide "an opportunity for artists ... More on Yahoo! Travel

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  • about Chicago Filmmakers: Chicago Filmmakers host a two-week Digital Moviemaking Youth Summer Camp for kids ages 10-13. Campers learn about pre-production planning, storyboarding, cameras, lighting... More on GoCityKids

Triples

Things To Do – Chicago, Illinois

Triples - You might see a celeb here. But he/she will probably be on one of the many flat screen TVs lining the walls. Triples is the place you’d likely go to to watch ... More on clubzone

J & L Lounge

Bars – Chicago, Illinois

J & L Lounge - If you’re trying to impress your date, J & L Lounge is the place to do it. The drinks are strong, the atmosphere laid back and ... More on clubzone

3.5
1 source
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3.5 out of 5
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3.5
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Dairy Queen Brazier

Ice Cream – Middlebury, Indiana

But NOOOO only free texas toast. More on Yahoo! Travel

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  • Ok I have never gone to a burger resturaunt that makes their hamburgers hard and stale on purpose until yesterday the manager bo rolled her eyes at me and acted like I was the one that was wrong th... More on Yahoo! Travel

  • Vanilla and chocolate soft-serve ice cream is the foundation for this chain's popular sundaes, banana splits, peanut butter parfaits, milkshakes ... More on CitySearch

Subway Restaurant

Restaurants – Roselle, Illinois

Subway's health-conscious menu is built around greaseless deli sandwiches--turkey, chicken, roast beef, etc.--made on soft rolls baked daily ... More on CitySearch